Potassium Carbonate → N-(3-((7-fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinyl)amino)-5-(4-morpholinyl)phenyl)-2-methylpropanamide

Participants

Reaction Steps

Prepared according to Procedure X by stirring palladium (II) acetate (2.325 mg, 10.36 μmol), XPhos (0.015 g, 0.031 mmol), 4-chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (0.056 g, 0.207 mmol), N-(3-amino-5-morpholinophenyl)-isobutyramide (0.060 g, 0.228 mmol), potassium carbonate (0.072 g, 0.518 mmol), and tert-butanol (1 mL) at 110° C. for 20 minutes. Purification by reverse-phase HPLC (0-70% acetonitrile in water) afforded N-(3-((7-fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinyl)amino)-5-(4-morpholinyl)phenyl)-2-methylpropanamide as a yellow amorphous solid. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 8.74 (1H, d, J=4.5 Hz), 7.92 (2H, d, J=6.8 Hz), 7.86 (1H, s), 7.78 (1H, d), 7.42 (1H, t), 7.18 (2H, m), 6.35 (1H, br. s.), 6.11 (1H, s), 3.74-3.84 (4H, m), 3.05-3.17 (4H, m), 2.32 (3H, s), 1.20 (3H, s), 1.18 (3H, s). Mass Spectrum (ESI) m/e=499.8 (M+1).

Provenance & Evidence